Abstract
meso-Substituted porphyrins are synthesised from pyrrole and aryl, heteryl aldehydes cleanly and efficiently in one step by reactions at temperatures 100 °C in ionic liquid using air as oxidant.
References
1.
Kadish K.M.
,
Smith K.M.
, and
Guilard G.
, The porphyrin handbook Academic Press , San Diego, USA , 2000 .
2.
Lee S.K.
, and
Hupp J.T.
, Coord. Chem. Rev. , 2006 , 250 , 1710 .
3.
El-Khouly M.E.
,
Ito O.
,
Smith P.M.
, and
D'souza F.
, J. Photochem. Photobiol. C. , 2004 , 5 , 79 .
4.
Guldi D.M.
, Chem. Soc. Rev. , 2002 , 31 , 22 .
5.
Campbell W.M.
,
Jolley K.W.
,
Wagner P.
,
Wagner K.
,
Walsh P.J.
,
Gordon K.C.
,
Schmidt-Mende L.
,
Nazeeruddin M.K.
,
Wang Q.
,
Gratzel M.
, and
Officer D.L.
, J. Phys. Chem. C , 2007 , 111 , 11760 .
6.
Giribabu L.
,
Kumar Ch.
, and
Reddy P.Y.
, Chem. Asian J. , 2007 , 2 , 1574 .
7.
Giribabu L.
,
Kumar Ch.
, and
Reddy P.Y.
, J. Porphyr. Phthalocyan. , 2006 , 10 , 1007 .
8.
Dixon D.W.
,
Gill A.F.
,
Giribabu L.
,
Vzorov A.N.
,
Alam A.B.
, and
Compans R.W.
, J. Inorg. Biochem. , 2005 , 95 , 813 .
9.
Lee S.J.
, and
Hupp J.T.
, Coord. Chem. Rev. , 2006 , 250 , 1710 .
10.
Drain C.M.
,
Nifiatis F.
,
Vasenko A.
, and
Batteas J.D.
, Angew. Chem. Int. Ed. Engl. , 1998 , 37 , 2344 .
11.
Kimura A.
,
Funatsu K.
,
Imamura T.
,
Kido H.
, and
Sasaki Y.
, Chem. Lett. , 1995 , 207 , 244 .
12.
Rothemund P.
, J. Am. Chem. Soc. , 1935 , 57 , 2010 .
13.
Adler A.D.
,
Longo F.R.
,
Finarelli J.D.
,
Goldmacher J.
,
Assour J.
, and
Korsakoff L.
, J. Org. Chem. , 1967 , 32 , 476 .
14.
Lindsey J.S.
,
MacCrum K.A.
,
Tyhonas J.S.
, and
Chuang Y.
, J. Org. Chem. , 1994 , 59 , 579 .
15.
Lindsey J.S.
,
Schreiman I.C.
,
Hsu H.C.
,
Kearney P.C.
, and
Marguerettaz AM
., J. Org. Chem. , 1987 , 52 , 827 .
16.
Furuta H.
,
Asano T.
, and
Ogawa T.
, J. Am. Chem. , 1994 , 116 , 767 .
17.
Chmielewski P.J.
,
Latos-Grazynski L.
,
Rachlewics K.
, and
Gowiak T.
, Angew. Chem. Int. Ed. Engl. , 1994 , 33 , 779 .
18.
Geier G.R
III
,
Haynes D.M.
, and
Lindsey J.S.
, Org. Lett. , 1999 , 1 , 1455 .
19.
Drain C.M.
, and
Gong X.
, Chem. Commun. , 1997 , 2117 .
20.
Kitaoka S.
,
Nobuoka K.
, and
Ishikawa Y.
, Chem. Commun. , 2004 , 1902 .
21.
Kitaoka S.
,
Nobuoka K.
, and
Ishikawa Y.
, Tetrahedron , 2005 , 61 , 7678 .
22.
Salminen J.
,
Bergman R.
, and
Prausnitz J.M.
, J. Chem. Eng. Data , 2006 , 51 , 1389 –1393 .
23.
Amaravathi M.
,
Babu M.M.
, and
Chandramouli G.
, Arkivoc , 2007 , 148 .
24.
Amaravathi M.
,
Rajitha B.
,
Rao M.K.
, and
Sitadevi P.
, J. Heterocyclic Chem. , 2007 , 1 , 44 .
25.
Amaravathi M.
,
Murthy K.S.K.
,
Rao M.K.
, and
Reddy B.S.
, Tetrahedron Lett. , 2001 , 42 , 6745 .
